Anthracene dye and process of making same.



, Mo, omen.

Elpecifieoticn of Letters Patent,

llo (LY/Z whom it Wwty concern:

Be it known that We, OSCAR RALLY, o citizen'of the Swiss Republic, residing at llama-- lieim, in the Grand Duchy oi" lleden, and

Hooo WoLFF, a subject of the o e Duke of Baden, residing at Ludwigslmlenmn-tliellliine, in the Kingdom of Bavaria, llermoo Empire, doctmrs of philosophy and chemists, have invented new and usefol lmprovemei" In in Anthmoene Dye end Froceosee of looking;

Some, of which the tion.

New compounds of the eotlirocene series containing at benzonthrone group can be olotainecl by condensing certain. enthmoene compounds with glycerin. (See Letters Petentsllos. 786,0t55, 787,859, and 79.83%.) ltl'ioo been. ilieoovered that these new boi1- zentln'onee noon being treated with caustic 2o alkali yield, volmible coloring-matters pooseoo iig (lyf properties similar those of inclentlu'eoe, end this invention has been do SGlllflEKl in. oil epplii'wotion for a patent tiled on Jormoty 81, 19 35, lleriel No. 243,571, which contsii generic claims lOl mooring-411e i'ters, Whieh can be produced by treating; throne with caustic alkali end else for the pi'ocee o loi' pi'oalucing; the some. v

lo the present opplicotion we maize no generic claim ii tlie nsmluctioii Coloringmotters "from lJlEllZitlllillCUl'lQS end for the coliz'mselves; l'Jl Vii wish to claim spemmzolly the coloring-mo ere: oh teinable by treating Witli caustic alkali 2t och-- 3 5' zontlirone which can be obteinecl by coo/Jena ing with glycerin en alpha-omidoeotlimquinone body, as described in "the specification of the application for Letters Potoi'it, Serial lilo. 282,184, dated] October 10, 1905, will 4o tine pimoess for pro matters. They are soluble in oonoontmtml sull'iirie Wild giving" olive-grotto solutions, and they diesel-we in allmlino llyllllfisul'lltll 313 blue to violet vets, which dye vegetelf hoe]:

oobsto' tively giving bluish rilieilos. 1.11 pmticull the colorio; j;-motl olvtoi "ole from 5'0 tliei iilostrote which, llOtfQViil, is not ample. The ports are by Weigl'it. Purify by extracting by moons cl liot dilute acid. and

following; is it opeciiiceclueio tlaoee coloein a per cent. ol

(leilsotion product obtainable by Patented 3 Mt,

Itl'itl ltlfttOl t ANlLl'N e eooo. me

A lgisoeeoiwrioo,

then prosmite-ting by means of alkali the conlieoting alplie-omi(lottothraquinone with glycerin and soil Ull'lO Milli and llTtIOClUCB ten (10) ports ot the toothed product lWhlOlIl We term olpllm oenze ntlii'o 1iequinol in w liile tinting into a mixture o'l 'lifty ()po-rto oi caustic potash and forty (41)) ports 01'." ab o mt'ore cl one honor is: grees CBIllllglittlB. Continue 5;

ed and; sixt solute alcohol at e temy (M50 (lB- blilflflg end nose the temperature, gradually to from two hon aired llllll twenty (220) t thirty until a test portion sliowe teretl ol plie-benzootln'one-t he melt to cool to a Allow t (19 oentigrede, pour into Walter,

A in order to purify time block lmil it First with a solution of sodium hypoi l end filter clilorito end. then with dilute end Woslo.

If it be desii'ed. to stil we homlredoml 530") degrees :entigrede god continue that no wool uinolin is present. aooteigl ty (80) 1. further purify the coloring-limtter, it con lit) dissolved no coustio soclo and llydrosullitesolution, filtered while hot, oilcl pi ecipitotetl from the hot 'fil tmte by possmg on through it.

The ooloitiog motter ioli violet pesto and when dry is powder which. is insoluble in dilute BlAlStlWSOdfl. solution. It

so obtained is e v1olet-bleok hot Welter and 1n at block dissolves in concentratedsulfuric aeill, yielding a clirty olivogleoo solution, and in t eom lormmg a green is also eoluble 111 intro lio the solution being green mg; with caustic soda, and hydl' yields o, blue-violet vat 'lllllll lJl' Hl'llttll'zlS ol 6.31 e l low whet We claim l. The process; tlimoene r-oloringonettero coootio illlieli liol'einlselore tl'iiooe (DC l'lll'lOllilLl obteioelile by togctli body owl l 'llie 043% by treat oe hnecl benzenz'tlplm amide-ant ooty-three (23) solution. It benzene and in quioo Upoi'x. Worm-- which dyes Vegetable lleiot lestneee.

for the production of am log with eomlensing limqi unone toting With comleoeiw .3 r liereiobelore-Clelliienl booze-w tl'wono miiiyoni Ll oljtztiiml'ile fly to in :itmilloeiotlirequioone and T el'm,

fie new articles ol' lilttillliilCtllll-E the onczm be obic elm-ll ov benzanthi'one obtainable from an alpha-amidoa-nthrauinone body, which coloring-matters disso ve in concentrated sulfuric acid yielding olive-green solutions, and which dis solve in alkaline hydrosulfite yieldin blue to violet vats which dye vegetable fiber substantively giving bluish shades.

4. As a new article of manufacture the anthmcene coloring-matter which can be obtained by treating with caustic alkali the benzanthrone obtainable from alpha-amnioanthraquinone, which coloring-matter dissolves'in concentrated sulfuric acid yielding an olive-green solution, and which dissolves in alkaline liyclrosulfite yielding 1. blue-violet 15 vat which dyes vegetable fiber substantively yielding blue shades.

In testimony whereof we have hereunto set our hands in the presence of-two subscribing witnesses.

OSCAR BALLY. HUGO VVOLFF.

Witnesses ERNEST F: EHRHARDT J Auto. LLOYD. 

